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Supelco

(+)-Pulegone

analytical standard

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Synonym(s):
(R)-2-Isopropylidene-5-methylcyclohexanone, (R)-p-Menth-4(8)-en-3-one
Empirical Formula (Hill Notation):
C10H16O
CAS Number:
89-82-7
Molecular Weight:
152.23
Beilstein:
2040703
EC Number:
201-943-2
MDL number:
MFCD00063000
UNSPSC Code:
85151701
PubChem Substance ID:
329769251
NACRES:
NA.24

grade

analytical standard

Quality Level

100

Assay

≥97.5% (sum of enantiomers, GC)

optical activity

[α]20/D +23.5±1°, neat

shelf life

limited shelf life, expiry date on the label

technique(s)

HPLC: suitable
gas chromatography (GC): suitable

refractive index

n20/D 1.488

bp

223-224 °C (lit.)

density

0.935 g/mL at 20 °C (lit.)

application(s)

cleaning products
cosmetics
flavors and fragrances
food and beverages
personal care

format

neat

storage temp.

2-8°C

SMILES string

C[C@@H]1CCC(=C(\C)C)\C(=O)C1

InChI

1S/C10H16O/c1-7(2)9-5-4-8(3)6-10(9)11/h8H,4-6H2,1-3H3/t8-/m1/s1

InChI key

NZGWDASTMWDZIW-MRVPVSSYSA-N

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General description

(+)-Pulegone is a monoterpene constituent of pennyroyal oil, which acts like a hepatotoxin with potential lethal effects. It is widely used in folklore medicine as an abortifacient.

Application

Refer to the product′s Certificate of Analysis for more information on a suitable instrument technique. Contact Technical Service for further support.

Pictograms

Health hazardExclamation mark
GHS08,GHS07

Signal Word

Warning

Hazard Statements

H302,H351

Hazard Classifications

Acute Tox. 4 Oral - Carc. 2

WGK

WGK 1

Flash Point(F)

closed cup

Flash Point(C)

closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Mitscheli S Da Rocha et al.
Toxicological sciences : an official journal of the Society of Toxicology, 128(1), 1-8 (2012-04-14)
Essential oils from mint plants, including peppermint and pennyroyal oils, are used at low levels as flavoring agents in various foods and beverages. Pulegone is a component of these oils. In a 2-year bioassay, oral administration of pulegone slightly increased
Farukh S Sharopov et al.
Natural product communications, 6(5), 695-698 (2011-05-28)
The chemical composition of the essential oils of Ziziphora clinopodioides Lam. from the aerial flowering parts, collected during two different years, were obtained by hydrodistillation and analyzed by gas chromatography - mass spectrometry. Forty-five components representing 100% and 94.7% of
Chang-Qin Li et al.
Zhongguo Zhong yao za zhi = Zhongguo zhongyao zazhi = China journal of Chinese materia medica, 37(21), 3173-3175 (2013-02-13)
To study the validity of Schizonepeta tenuifalia pieces. The change principle for the contents of essential oil and pulegone was determined by the way of classical constant temperature acceleration experiment, and the reacting speed at 20 degrees C was calculated
Maung Kyaw Moe Tun et al.
The Journal of organic chemistry, 77(20), 9422-9425 (2012-10-04)
A three-step synthesis of (R)-(+)-4-methylcyclohex-2-ene-1-one (1) from (R)-(+)-pulegone (3), proceeding in 44% overall yield, is described. The sequence comprises vinyl triflate formation, site-selective ozonolysis, and reduction. The route requires only one chromatographic purification and provides a convenient method to access
Barbara Kay Clapperton et al.
Pest management science, 68(6), 870-877 (2012-02-18)
Repellents may prevent bird pests from eating crops or protect non-target birds from eating harmful substances. The feeding behaviour of free-ranging house sparrows (Passer domesticus) presented with wheat treated with the secondary repellent anthraquinone (AQ), paired with visual and/or olfactory
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